Home Epigenetics DNA Methyltransferase inhibitor Zebularine (NSC 309132) For research use only.

Zebularine (NSC 309132)

Synonyms: 4-Deoxyuridine

Zebularine (NSC 309132, 4-Deoxyuridine) is a DNA methylation inhibitor that forms a covalent complex with DNA methyltransferases, also inhibits cytidinedeaminase with Ki of 2 μM in a cell-free assay.

Zebularine (NSC 309132) Chemical Structure

Zebularine (NSC 309132) Chemical Structure

CAS: 3690-10-6

Selleck's Zebularine (NSC 309132) has been cited by 12 Publications

1 Customer Review

Purity & Quality Control

Batch: Purity: 99.81%
99.81

Zebularine (NSC 309132) Related Products

Signaling Pathway

DNA Methyltransferase Signaling Pathways

DNA Methyltransferase Signaling Pathway

Choose Selective DNA Methyltransferase Inhibitors

Cell Data

Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
human T24 cells Function assay 100 μM 8 days Induction of p16 gene expression in human T24 cells at 100 uM after 8 days by real time PCR in presence of 100 mM thymidine 19006382
human HCT15 cells Function assay 100 μM 8 days Induction of p16 gene expression in human HCT15 cells at 100 uM after 8 days by real time PCR in presence of 100 mM thymidine 19006382
Click to View More Cell Line Experimental Data

Biological Activity

Description Zebularine (NSC 309132, 4-Deoxyuridine) is a DNA methylation inhibitor that forms a covalent complex with DNA methyltransferases, also inhibits cytidinedeaminase with Ki of 2 μM in a cell-free assay.
Features Very stable with half-life of ~44 h at 37°C in PBS at pH 1.0 and approx. 508 h at pH 7.
Targets
DNA methyltransferase [1]
(Cell-free assay)		 Cytidine deaminase [2]
(Cell-free assay)
2 μM(Ki)
In vitro
In vitro Zebularine is a cytidine analogue containing a 2-(1H)-pyrimidinone ring, originally synthesized as a cytidine deaminase inhibitor. [2] Zebularine is shown to form a tight, covalent complex with bacterial methyltransferases. [1] In N. crassa, zebularine inhibits DNA methylation and reactivates a gene previously silenced by methylation. Zebularine is a global inhibitor of DNA methylation, similar to 5-Aza-CR, rather than a selective inhibitor. Zebularine induces the myogenic phenotype in 10T1/2 cells, which is a phenomenon unique to DNA methylation inhibitors. Zebularine reactivates a silenced p16 gene and demethylates its promoter region in T24 bladder carcinoma cells. Zebularine is only slightly cytotoxic to T24 cells. [3] Zebularine is preferentially incorporated into DNA and exhibits greater cell growth inhibition and gene expression in cancer cell lines compared to normal fibroblasts. In addition, zebularine preferentially depletes DNA methyltransferase 1 (DNMT1) and induces expression of cancer-related antigen genes in cancer cells relative to normal fibroblasts. [4]
Experimental Result Images Methods Biomarkers Images PMID
Western blot DNMT1 / DNMT3a / DNMT3b CDK2 / p-Rb / Rb MeCP2 / MBD2 / MBD3 / Acetyl-H3 / Acetyl-H4 23320119
Growth inhibition assay Cell viability 19459041
In Vivo
In vivo Zebularine is only slightly cytotoxic to tumor-bearing mice (average maximal weight change in mice treated with 1000 mg/kg zebularine = 11% [95% CI = 4% to 19%]). Compared with those in control mice, tumor volumes are statistically significantly reduced in mice treated with high-dose zebularine administered by intraperitoneal injection or by oral gavage. [3]
Animal Research Animal Models male BALB/c nu/nu mice
Dosages 500 mg/kg, 1000 mg/kg
Administration Intraperitoneal, oral

Chemical Information & Solubility

Molecular Weight 228.2 Formula

C9H12N2O5
CAS No. 3690-10-6 SDF Download Zebularine (NSC 309132) SDF
Smiles C1=CN(C(=O)N=C1)C2C(C(C(O2)CO)O)O
Storage (From the date of receipt)

In vitro
Batch:

DMSO : 46 mg/mL ( (201.57 mM)； Moisture-absorbing DMSO reduces solubility. Please use fresh DMSO.)

Water : 46 mg/mL

Ethanol : Insoluble


Molecular Weight Calculator

In vivo
Batch:

Add solvents to the product individually and in order.


In vivo Formulation Calculator

Preparing Stock Solutions

Molarity Calculator

Mass Concentration Volume Molecular Weight

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)

mg/kg g μL

Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)

% DMSO % % Tween 80 % ddH2O
%DMSO %

Calculation results:

Working concentration: mg/ml;

Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such
as vortex, ultrasound or hot water bath can be used to aid dissolving.

Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

Handling Instructions

Tel: +1-832-582-8158 Ext:3
If you have any other enquiries, please leave a message.

* Indicates a Required Field

Please enter your name.
Please enter your email. Please enter a valid email address.
Please write something to us.
Tags: buy Zebularine (NSC 309132) | Zebularine (NSC 309132) supplier | purchase Zebularine (NSC 309132) | Zebularine (NSC 309132) cost | Zebularine (NSC 309132) manufacturer | order Zebularine (NSC 309132) | Zebularine (NSC 309132) distributor